I've looked at the log files from a fresh install of OpenSSH and there is a pkg 'serious error' message about the greenp0ison file list not being present in the cydia.log though the pkg.log file lists the package as being present. I wonder if this could be responsible or if it's just a red herring.

Is there any reason that re-jailbreaking would be a bad idea? It might be worth me investigating the Openssh daemon startup files instead.

Greenp0ison will not jailbreak an ipad2 which has already been jail broken.
For anyone who is interested, I resolved my problems. The details of how I did this are in the other thread linked in the first post.
Cheers.

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